FMOC-(S)-3-氨基-4-(1-萘基)-丁酸 | 270063-38-2

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - FMOC-氨基酸
• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 中文名称: FMOC-(S)-3-氨基-4-(1-萘基)-丁酸
• 中文别名: FMOC-L-Β-3-氨基-4-(1-萘基)-丁酸；Fmoc-(s)-3-氨基-4-(1-萘)丁酸
• 英文名称: Fmoc-(S)-3-amino-4-(naphthyl)butyric acid
• 英文别名: (S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(naphthalen-1-yl)butanoic acid；(3S)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-4-naphthalen-1-ylbutanoic acid
• CAS: 270063-38-2
• 化学式: C₂₉H₂₅NO₄
• mdl: MFCD01861034
• 分子量: 451.522
• InChiKey: QKDVUQGMQTZWKV-NRFANRHFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.172
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  FMOC-(S)-3-氨基-4-(1-萘基)-丁酸 、 4-脲基丁酸 、 FMOC-beta-丙氨酸 、 乙酰乙酸乙酯 、 对溴苯甲醛 生成 3-((3S)-3-(4-(4-(4-bromophenyl)-5-(ethoxycarbonyl)-6-methyl-2-oxo-3,4-dihydropyrimidin-1(2H)-yl)butanamido)-4-(naphthalen-1-yl)butanamido)propanoic acid
  参考文献：
  名称：

  Chemical modulators of heat shock protein 70 (Hsp70) by sequential, microwave-accelerated reactions on solid phase

  摘要：

  Molecular chaperones, such as Hsp70 and Hsp90, are responsible for a variety of protective, anti-apoptotic functions. While inhibitors of Hsp90, such as geldanamycin and its derivative 17-AAG, are well known and important anti-cancer leads, Hsp70 has received less attention. Interesting lead candidates for Hsp70 share a dihydropyrimidine core; however, the preferred display of pendant functionality is still not clear. Here, we take advantage of the versatility of peptides to explore the requirements for activity. An exploratory compound collection was assembled by performing a Biginelli cyclocondensation at the terminus of a resin-bound beta-peptide. Liberation from solid support yielded peptide-modified dihydropyrimidines and, within this series, we uncovered compounds that alter the ATPase activity of Hsp70 and its bacterial ortholog, DnaK. Moreover, we identified important contributions made by aromatic, hydrophobic groups. These chemical probes could be used to study the roles of this molecular chaperone in disease. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.11.027

文献信息

• [EN] SOMATOSTATIN RECEPTOR 1 AND/OR 4 SELECTIVE AGONISTS AND ANTAGONISTS<br/>[FR] AGONISTES ET ANTAGONISTES SELECTIFS DU RECEPTEUR DE LA SOMATOSTATINE 1 ET/OU 4
  申请人：JUVANTIA PHARMA LTD OY

  公开号：WO2005033069A1

  公开（公告）日：2005-04-14

  The invention relates to (hetero)arylsulfonylamino based peptidomimetics of formula (I), wherein R1, R2, R3, A, B, D, Q, k and n are defined as disclosed, or a pharmaceutically acceptable salt or ester thereof. Compounds of formula (I) possess high affinity and selectivity for the somatostatin receptor subtypes SSTR1 and/or SSTR4 and can be used for the treatment or diagnosis of diseases or conditions wherein an interaction with SSTR1 and/or SSTR4 is indicated to be useful.

  这项发明涉及基于(杂)芳基磺酰胺的肽类模拟物，其化学式为(I)，其中R1、R2、R3、A、B、D、Q、k和n的定义如所披露的，或其药学上可接受的盐或酯。化合物的化学式(I)具有对生长抑素受体亚型SSTR1和/或SSTR4的高亲和力和选择性，并可用于治疗或诊断需要与SSTR1和/或SSTR4相互作用的疾病或病况。
• Chemical modulators of heat shock protein 70 (Hsp70) by sequential, microwave-accelerated reactions on solid phase
  作者：Susanne Wisén、John Androsavich、Christopher G. Evans、Lyra Chang、Jason E. Gestwicki

  DOI：10.1016/j.bmcl.2007.11.027

  日期：2008.1

  Molecular chaperones, such as Hsp70 and Hsp90, are responsible for a variety of protective, anti-apoptotic functions. While inhibitors of Hsp90, such as geldanamycin and its derivative 17-AAG, are well known and important anti-cancer leads, Hsp70 has received less attention. Interesting lead candidates for Hsp70 share a dihydropyrimidine core; however, the preferred display of pendant functionality is still not clear. Here, we take advantage of the versatility of peptides to explore the requirements for activity. An exploratory compound collection was assembled by performing a Biginelli cyclocondensation at the terminus of a resin-bound beta-peptide. Liberation from solid support yielded peptide-modified dihydropyrimidines and, within this series, we uncovered compounds that alter the ATPase activity of Hsp70 and its bacterial ortholog, DnaK. Moreover, we identified important contributions made by aromatic, hydrophobic groups. These chemical probes could be used to study the roles of this molecular chaperone in disease. (C) 2007 Elsevier Ltd. All rights reserved.
• SOMATOSTATIN RECEPTOR 1 AND/OR 4 SELECTIVE AGONISTS AND ANTAGONISTS
  申请人：Wurster, Siegfried

  公开号：EP1675824B1

  公开（公告）日：2010-09-29
• Somatostatin receptor 1 and/or 4 selective agonists and antagonists
  申请人：Tomperi Jussi

  公开号：US20070129422A1

  公开（公告）日：2007-06-07

  The invention relates to (hetero)arylsulfonylamino based peptidomimetics of formula (I), wherein R1, R2, R3, A, B, D, Q, k and n are defined as disclosed, or a pharmaceutically acceptable salt or ester thereof. Compounds of formula (I) possess high affinity and selectivity for the somatostatin receptor subtypes SSTR1 and/or SSTR4 and can be used for the treatment or diagnosis of diseases or conditions wherein an interaction with SSTR1 and/or SSTR4 is indicated to be useful.
• Somatostatin Receptor 1 and/or 4 Selective Agonists and Antagonists
  申请人：Tomperi Jussi

  公开号：US20100004339A1

  公开（公告）日：2010-01-07

  The invention relates to (hetero)arylsulfonylamino based peptidomimetics of formula (I), wherein R1, R2, R3, A, B, D, Q, k and n are defined as disclosed, or a pharmaceutically acceptable salt or ester thereof. Compounds of formula (I) possess high affinity and selectivity for the somatostatin receptor subtypes SSTR1 and/or SSTR4 and can be used for the treatment or diagnosis of diseases or conditions wherein an interaction with SSTR1 and/or SSTR4 is indicated to be useful.